1127903-81-4Relevant articles and documents
Asymmetric Hydrocyanation of Alkenes without HCN
Li, Xiuxiu,You, Cai,Yang, Jiaxin,Li, Shuailong,Zhang, Dequan,Lv, Hui,Zhang, Xumu
supporting information, p. 10928 - 10931 (2019/07/15)
A general and efficient rhodium-catalyzed asymmetric cyanide-free hydrocyanation of alkenes has been developed. Based on the asymmetric hydroformylation/condensation/aza-Cope elimination sequences, a broad scope of substrates including mono-substituted, 1,2-, and 1,1-disubstituted alkenes (involving natural product R- and S-limonene) were employed, and a series of valuable chiral nitriles are prepared with high yields (up to 95 %) and enantioselectivities (up to 98 % ee). Notably, the critical factor to achieve high enantioseletivies is the addition of catalytic amount of benzoic acid. This novel methodology provides an efficient and concise synthetic route to the intermediate of vildagliptin and anagliptin.
Nitrilase-catalyzed enantioselective synthesis of pyrrolidine- And piperidinecarboxylic acids
Winkler, Margit,Meischler, Dorith,Klempier, Norbert
, p. 1475 - 1480 (2008/09/16)
The enantioselective synthesis of the nonproteinogenic amino acids β-proline and nipecotic acids from their readily available nitriles is achieved in high enantiomeric excess by commercially available nitrilases. The presented procedure comprises not more than 4 steps, thus considerably reducing the multiple steps generally required. Amide formation is also observed for specific heterocyclic nitriles.
